Synthesis of fluorinated analogues of the neurosteroid GABAA receptor antagonist, 17-PA

New Fluoro Derivatives of the Pyrazolo[5,1-c][1,2,4]benzotriazine 5-Oxide System: Evaluation of Fluorine Binding Properties in the Benzodiazepine Site on γ-Aminobutyrric Acid Type A (GABAA) Receptor. Design, Synthesis, Biological, and Molecular Modeling Investigation

“…The fluorine’s small size, high electronegativity, and low polarizability are intriguing characteristics that can modify the chemical and physical parameters of the derivatives. A single atom of fluorine or perfluorinated groups can opportunely modulate the stability of compounds and affect the metabolism. − The development of procedures, methods or strategies for the synthesis of fluorine derivatives, and commercially available intermediates have made possible access to synthetic and design strategies to introduce fluorine into target molecules. , Moreover, fluorine derivatives could be useful tools for potential development of radioligands for brain imaging (positron emission tomography, PET or single photon emission computed tomography, SPECT) of neuropsychiatric diseases.…”

Nickel-Catalysed Synthesis of 17-Arylandrosta-5,16-Dienes

“…[1][2][3][4][5][6] The classical methods for 17-arylsteroid synthesis have involved palladium-catalysed coupling reactions 1,[6][7][8] and aryllithium addition to 17-ketosteroid following dehydration. 2,4,9,10 Recently we have developed an eco-friendly efficient method for the palladium-catalysed synthesis of 17-arylsteroids in water-PEG-400 from various arylboronic acids and 17-(trifluoromethanesulfonyl)-oxy-3β-acetoxylandrosta-5,16-diene. 11 Although these methods are effective, most suffer from shortcomings, such as poor availability of starting materials, precious metal catalysts, and copious waste generation.…”